Problem_Set_5

Problem_Set_5 - OMe O MeO O NH 2 3 Provide a mechanism for...

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Organic Chemistry c3046y Problem Set 5 - Amines, Pericyclic Reactions Relevant Book Problems in Chapter 29: 23, 24, 25, 26, 27, 28, 30, 32, 34, 37, 38, 39, 40, 42, 43. NOTE: Most of the chemistry we talked about regarding amines is NOT covered in the text book. So you can look at Chapter 20, but your lecture notes are far more important. This is always true, but even more true in this case. Pericyclic reactions are discussed in Chapter 29. O OH NH 2 Ph NaNO 2 , H 2 SO 4 KBr 1. Predict the major product of the following reactions: a. b. OH Br 1. NaN 3 2. H 2 , Pd 3. NaNO 2 , HCl 2. Propose a synthesis to achieve the following transformation.
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Unformatted text preview: OMe O MeO O NH 2 3. Provide a mechanism for the following transformation: c. 1. Δ 2. H 2 NEt, H + , 2 equiv NaBH 3 CN R N 3 O Due in class Monday, March 31. Δ MeOH R H N O O Me HO HO 4. Predict the products of the following reactions, and provide mechanisms for their formation: HO a. 1. KH, Δ b. For this one you only need to provide the mechanism for the key step (step 2). OH c. 2. H 3 O + 1. Cl CH 3 O Et 3 N 2. LDA, Me 3 SiCl, Δ 3. H 3 O + CH 3 Ph CH 3 h ν Me...
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Problem_Set_5 - OMe O MeO O NH 2 3 Provide a mechanism for...

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